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allicin

Structure via PubChem · Public domain (PubChem)

EntityQ409641· pop 34· linked from 667 articles

Also known as thio-2-propene-1-sulfinic acid S-allyl ester

Allicin is an organosulfur compound obtained from garlic and leeks. When fresh garlic is chopped or crushed, the enzyme alliinase converts alliin into allicin, which is responsible for the aroma of fresh garlic. Allicin is unstable and quickly changes into a series of other sulfur-containing compounds such as diallyl disulfide. Allicin is an antifeedant, i.e. the defense mechanism against attacks by pests on the garlic plant.

Chemical data

Formula
C6H10OS2
Molecular weight
162.3 g/mol
IUPAC name
3-prop-2-enylsulfinylsulfanylprop-1-ene
SMILES
C=CCSS(=O)CC=C
InChIKey
JDLKFOPOAOFWQN-UHFFFAOYSA-N
XLogP
1.3
Polar surface area
61.6 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Research

1,389 papers

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Wikidata facts

Mass
162.017307
Show 3 more facts
Commons category
Allicin
chemical formula
C₆H₁₀OS₂
canonical SMILES
C=CCSS(=O)CC=C
Sources (5)

via Wikidata · CC0

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Article

6 sections
Contents
  • Structure and occurrence
  • Biosynthesis
  • Research
  • History
  • See also
  • References

Allicin is an organosulfur compound obtained from garlic and leeks. When fresh garlic is chopped or crushed, the enzyme alliinase converts alliin into allicin, which is responsible for the aroma of fresh garlic. Allicin is unstable and quickly changes into a series of other sulfur-containing compounds such as diallyl disulfide. Allicin is an antifeedant, i.e. the defense mechanism against attacks by pests on the garlic plant.

Allicin is an oily, slightly yellow liquid that gives garlic its distinctive odor. It is a thioester of a sulfinic acid. It is also known as allyl thiosulfinate. Its biological activity can be attributed to both its antioxidant activity and its reaction with thiol-containing proteins.

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